Sisters
Trail Running Calendar near Sisters 2026-2027
Explore the top trail runs near Sisters for 2026-2027! We've gathered 15 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
November 2026
Loop-style trail races at Smith Rock State Park near Bend with 50K, new 25K, and a half marathon featuring extensive single-track and Cascade views.
April 2027
A four-race trail series in Bend, OR with courses of 4 to 7 miles, overall standings for those who run three or more races, and awards after the final race.
May 2027
A women-focused running event in Bend offering half marathon, 10K, 5K and kids runs with aid stations, race swag, post race vendors and a community beneficiary.
Overnight and day loop racing at Cline Buttes with 3/6/12/24-hour options, a Last Person Standing format, and a 5k on a 3.1 mile loop with a steep climb.
Spring trail races at Smith Rock State Park and nearby grasslands offering 50 mile, 50K, and 10 mile courses with Cascade views.
July 2027
A multi discipline endurance festival in Bend, Oregon featuring a 13.1 mile trail run, 39 mile mountain bike race, 55 or 39 mile gravel ride and three person team racing.
Two point to point ultramarathons from Bend to Sisters offering a 100 mile and a 50 mile option, mountain trails, multiple aid stations and a 32 hour cutoff for the 100 mile.
August 2027
September 2027
Trail 50K and point-to-point half marathon in Sisters, Oregon on Sept 18, 2027, featuring alpine views, shuttle access, finisher medals, and support for Sisters Trail Alliance.
October 2027
A community 5K within the long-running Oxford Classic, this flat mixed-surface loop in Drake Park follows the Deschutes River and is open to all ages.